DE69705767T2 - Verfahren zur Herstellung von Difluormethan - Google Patents
Verfahren zur Herstellung von DifluormethanInfo
- Publication number
- DE69705767T2 DE69705767T2 DE69705767T DE69705767T DE69705767T2 DE 69705767 T2 DE69705767 T2 DE 69705767T2 DE 69705767 T DE69705767 T DE 69705767T DE 69705767 T DE69705767 T DE 69705767T DE 69705767 T2 DE69705767 T2 DE 69705767T2
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- stream
- reactor
- process according
- catalyst
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 25
- 230000008569 process Effects 0.000 title claims description 16
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims 2
- 239000003054 catalyst Substances 0.000 claims description 46
- 238000006243 chemical reaction Methods 0.000 claims description 39
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 36
- 238000004821 distillation Methods 0.000 claims description 23
- 238000003682 fluorination reaction Methods 0.000 claims description 20
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- 239000000376 reactant Substances 0.000 claims description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 239000011651 chromium Substances 0.000 claims description 10
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 9
- 229910052804 chromium Inorganic materials 0.000 claims description 9
- 238000000746 purification Methods 0.000 claims description 6
- 238000010924 continuous production Methods 0.000 claims description 3
- 150000002894 organic compounds Chemical class 0.000 claims 2
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminium flouride Chemical compound F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 17
- 238000004064 recycling Methods 0.000 description 13
- 238000000926 separation method Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000000203 mixture Substances 0.000 description 11
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 11
- 239000007789 gas Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000012535 impurity Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 239000000356 contaminant Substances 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 5
- 229910052759 nickel Inorganic materials 0.000 description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
- 238000009825 accumulation Methods 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 229910000423 chromium oxide Inorganic materials 0.000 description 4
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910018487 Ni—Cr Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000011949 solid catalyst Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 2
- 229910021564 Chromium(III) fluoride Inorganic materials 0.000 description 2
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 238000004378 air conditioning Methods 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000002222 fluorine compounds Chemical class 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 229910001026 inconel Inorganic materials 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000003980 solgel method Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
- RFCAUADVODFSLZ-UHFFFAOYSA-N 1-Chloro-1,1,2,2,2-pentafluoroethane Chemical compound FC(F)(F)C(F)(F)Cl RFCAUADVODFSLZ-UHFFFAOYSA-N 0.000 description 1
- XWCDCDSDNJVCLO-UHFFFAOYSA-N Chlorofluoromethane Chemical compound FCCl XWCDCDSDNJVCLO-UHFFFAOYSA-N 0.000 description 1
- 239000004340 Chloropentafluoroethane Substances 0.000 description 1
- -1 F20 series compounds Chemical class 0.000 description 1
- 229910021586 Nickel(II) chloride Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 229940001007 aluminium phosphate Drugs 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 235000019406 chloropentafluoroethane Nutrition 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000004377 microelectronic Methods 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- LAIZPRYFQUWUBN-UHFFFAOYSA-L nickel chloride hexahydrate Chemical compound O.O.O.O.O.O.[Cl-].[Cl-].[Ni+2] LAIZPRYFQUWUBN-UHFFFAOYSA-L 0.000 description 1
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9605369A FR2748022B1 (fr) | 1996-04-29 | 1996-04-29 | Procede de fabrication du difluoromethane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69705767D1 DE69705767D1 (de) | 2001-08-30 |
| DE69705767T2 true DE69705767T2 (de) | 2002-05-23 |
Family
ID=9491678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69705767T Expired - Lifetime DE69705767T2 (de) | 1996-04-29 | 1997-04-02 | Verfahren zur Herstellung von Difluormethan |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6635790B1 (zh) |
| EP (1) | EP0805136B1 (zh) |
| JP (1) | JP3681503B2 (zh) |
| KR (1) | KR100346285B1 (zh) |
| CN (1) | CN1101366C (zh) |
| AU (1) | AU1913397A (zh) |
| CA (1) | CA2203434C (zh) |
| DE (1) | DE69705767T2 (zh) |
| ES (1) | ES2160902T3 (zh) |
| FR (1) | FR2748022B1 (zh) |
| GR (1) | GR3036680T3 (zh) |
| TW (1) | TW448138B (zh) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2736050B1 (fr) | 1995-06-29 | 1997-08-01 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
| WO1999025670A1 (en) * | 1997-11-18 | 1999-05-27 | Alliedsignal Inc. | Process for the preparation of difluoromethane |
| US7371905B2 (en) * | 2003-10-17 | 2008-05-13 | Honeywell International Inc. | Method of producing hydrofluorocarbons |
| US7112708B2 (en) * | 2004-04-01 | 2006-09-26 | Honeywell International Inc. | Method of making difluoromethane, 1,1,1-trifluoroethane and 1,1-difluoroethane |
| US7273835B2 (en) | 2004-08-04 | 2007-09-25 | Honeywell International Inc. | Azeotrope-like compositions of difluoromethane |
| CN102671680B (zh) * | 2012-05-16 | 2014-05-07 | 临海市利民化工有限公司 | 一种制备五氟乙烷的氟化催化剂、制备方法及应用 |
| FR2994430B1 (fr) | 2012-08-10 | 2014-12-19 | Arkema France | Procede de production du difluoromethane |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1129A (en) | 1839-04-20 | hillyer | ||
| DE451634C (de) | 1926-03-19 | 1927-10-24 | Johannes Peters | Schloss mit feststehendem Patronentraeger und seitlichem Abzug fuer selbsttaetige Feuerwaffen |
| US3183276A (en) | 1960-03-16 | 1965-05-11 | Edison Soc | Process for the production of fluorinated organic compounds |
| DE1194826B (de) | 1963-06-29 | 1965-06-16 | Hoechst Ag | Verfahren zur Stabilisierung und/oder Aktivierung von Fluorierungskatalysatoren der Chromoxyfluoridgruppe |
| JPS5233604B2 (zh) * | 1973-05-08 | 1977-08-30 | ||
| JPS5182206A (en) | 1975-01-16 | 1976-07-19 | Asahi Glass Co Ltd | Futsusokashokubaino katsuseiijihoho |
| JPS5595393A (en) | 1978-12-25 | 1980-07-19 | Fujitsu Ltd | Soldering device |
| FR2501056A1 (fr) | 1980-12-29 | 1982-09-10 | Ugine Kuhlmann | Catalyseurs de fluoruration en phase gazeuse des hydrocarbures chlores et chlorofluores aliphatiques, a base de sels ou oxydes de chrome et de phosphate d'aluminium, et procedes de fluoruration utilisant ces catalyseurs |
| FR2501064A1 (fr) | 1980-12-29 | 1982-09-10 | Ugine Kuhlmann | Catalyseurs de fluoruration en phase gazeuse des hydrocarbures chlores et chlorofluores aliphatiques, a base d'oxyde de chrome depose sur charbon actif, et procedes de fluoruration utilisant ces catalyseurs |
| FR2501062A1 (fr) | 1980-12-29 | 1982-09-10 | Ugine Kuhlmann | Catalyseurs de fluoruration en phase gazeuse de derives chlores aliphatiques, a base de microbilles d'oxyde de chrome, et procedes de fluoruration utilisant ces catalyseurs |
| FR2556339B1 (fr) | 1983-12-13 | 1986-05-16 | Atochem | Procede catalytique de preparation de trifluoroacetaldehyde |
| FR2556340B1 (fr) | 1983-12-13 | 1986-05-16 | Atochem | Procede catalytique de preparation d'hexafluoroacetone |
| FR2669022B1 (fr) | 1990-11-13 | 1992-12-31 | Atochem | Procede de fabrication du tetrafluoro-1,1,1,2-ethane. |
| FR2684567B1 (fr) | 1991-12-09 | 1994-11-04 | Atochem | Catalyseurs massiques a base d'oxydes de chrome et de nickel, et leur application a la fluoration d'hydrocarbures halogenes. |
| JPH06263657A (ja) * | 1993-03-11 | 1994-09-20 | Showa Denko Kk | ジフルオロメタンの製造法 |
| GB9404715D0 (en) * | 1993-03-24 | 1994-04-27 | Ici Plc | Production of difluoromethane |
| ES2105565T3 (es) | 1993-10-13 | 1997-10-16 | Atochem Elf Sa | Procedimiento para la purificacion del 1,1,1,2-tetrafluoretano. |
| US6274781B1 (en) * | 1993-11-01 | 2001-08-14 | E. I. Du Pont De Nemours And Company | Production of dihalomethanes containing fluorine and azeotropes of dihalomethanes containing chlorine with HF |
| FR2713633B1 (fr) | 1993-12-09 | 1996-01-19 | Atochem Elf Sa | Fluoration en phase gazeuse au moyen de catalyseurs cristallisés. |
| FR2713634B1 (fr) | 1993-12-09 | 1996-01-19 | Atochem Elf Sa | Fluoration catalytique d'hydrocarbures halogènes en phase gazeuse. |
| FR2736050B1 (fr) * | 1995-06-29 | 1997-08-01 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
| US5763708A (en) | 1995-09-20 | 1998-06-09 | Allied Signal Inc. | Process for the production of difluoromethane |
-
1996
- 1996-04-29 FR FR9605369A patent/FR2748022B1/fr not_active Expired - Fee Related
-
1997
- 1997-04-02 EP EP97400754A patent/EP0805136B1/fr not_active Expired - Lifetime
- 1997-04-02 ES ES97400754T patent/ES2160902T3/es not_active Expired - Lifetime
- 1997-04-02 DE DE69705767T patent/DE69705767T2/de not_active Expired - Lifetime
- 1997-04-17 KR KR1019970014248A patent/KR100346285B1/ko not_active IP Right Cessation
- 1997-04-21 TW TW086105128A patent/TW448138B/zh not_active IP Right Cessation
- 1997-04-22 CA CA002203434A patent/CA2203434C/fr not_active Expired - Fee Related
- 1997-04-28 AU AU19133/97A patent/AU1913397A/en not_active Abandoned
- 1997-04-29 CN CN97109754A patent/CN1101366C/zh not_active Expired - Lifetime
- 1997-04-30 JP JP11262397A patent/JP3681503B2/ja not_active Expired - Fee Related
-
2000
- 2000-01-28 US US09/494,125 patent/US6635790B1/en not_active Expired - Lifetime
-
2001
- 2001-09-20 GR GR20010401537T patent/GR3036680T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR970069960A (ko) | 1997-11-07 |
| EP0805136B1 (fr) | 2001-07-25 |
| JP3681503B2 (ja) | 2005-08-10 |
| DE69705767D1 (de) | 2001-08-30 |
| TW448138B (en) | 2001-08-01 |
| JPH1053544A (ja) | 1998-02-24 |
| CA2203434C (fr) | 2007-10-23 |
| AU1913397A (en) | 1997-11-06 |
| KR100346285B1 (ko) | 2004-03-20 |
| GR3036680T3 (en) | 2001-12-31 |
| ES2160902T3 (es) | 2001-11-16 |
| US6635790B1 (en) | 2003-10-21 |
| EP0805136A1 (fr) | 1997-11-05 |
| FR2748022B1 (fr) | 1998-07-24 |
| CN1101366C (zh) | 2003-02-12 |
| CA2203434A1 (fr) | 1997-10-29 |
| CN1172097A (zh) | 1998-02-04 |
| FR2748022A1 (fr) | 1997-10-31 |
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Representative=s name: PATENTANWAELTE GESTHUYSEN, VON ROHR & EGGERT, 45128 |
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| 8365 | Fully valid after opposition proceedings |